Used cars/Toyota Sienna/Chicago

Used Toyota Sienna in Chicago

243 used Toyota Sienna are for sale at 80 dealers within 40 miles of downtown Chicago. The median price is $39,841 at 46,338 mi.

243For sale
$39,841Median price
46,338 miMedian mileage
26%Under market
80Dealers

Ranked among 203 used Toyota Sienna

Best used Sienna deals in Chicago

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Great deal #1 of 3

$22,812 $3,376 under market (12.9%) 2014 Toyota Sienna XLE 80,310 mi · Used · Salsa Red Pearl Market price $26,188 · Score 91/100 At AutoNation Hyundai O'Hare

Great deal #2 of 8

$29,998 $4,390 under market (12.8%) 2019 Toyota Sienna XLE Premium 7 Passenger 63,809 mi · Used · Alumina Jade Market price $34,388 · Score 89/100 At AutoNation Hyundai O'Hare

Great deal #3 of 7

$22,403 $3,757 under market (14.4%) 2017 Toyota Sienna XLE 95,369 mi · Used · Predawn Gray Mica Market price $26,160 · Score 89/100 At Elgin Toyota

Great deal #1 of 8

$28,999 $4,366 under market (13.1%) 2020 Toyota Sienna XLE 67,968 mi · Used · Parisian Night Pearl Market price $33,365 · Score 88/100 At Oakbrook Toyota in Westmont

Great deal #1 of 6

$22,403 $4,025 under market (15.2%) 2018 Toyota Sienna XLE 93,789 mi · Used · Silver Sky Metallic Market price $26,428 · Score 88/100 At Elgin Toyota

Great deal #2 of 3

$19,112 $6,087 under market (24.2%) 2014 Toyota Sienna XLE 85,034 mi · Used · Super White Market price $25,199 · Score 88/100 At Toyota of Naperville

Great deal #3 of 7

$17,407 $1,825 under market (9.5%) 2015 Toyota Sienna XLE 117,192 mi · Used · Blizzard Pearl Market price $19,232 · Score 82/100 At INFINITI of Naperville

Great deal #2 of 51

$40,409 $5,673 under market (12.3%) 2025 Toyota Sienna 27,565 mi · Used · Celestial Silver Metallic Market price $46,082 · Score 82/100 At Continental Toyota

Deals against the market

About 13% under market

The best-ranked used Toyota Sienna in Chicago this week is at AutoNation Hyundai O'Hare. 26% of the 203 ranked cars here are advertised under market.

How a used car is ranked

Market price comes from every used Toyota Sienna in Chicago: what price does at each year of age and each mile, then adjusted for trim, color and certified status. The score adds mileage for the car's age and whether the listing has photos. How we rank.

Prices by model year

Model years with at least 3 cars for sale. Advertised price is the dealer's own figure, before tax, title and registration. 14 of the 243 are certified pre-owned.
Model year	For sale	Median price	Median mileage
2026 Toyota Sienna	48	$49,866	13,788 mi
2025 Toyota Sienna	53	$41,108	28,667 mi
2024 Toyota Sienna	32	$43,446	46,951 mi
2023 Toyota Sienna	19	$40,318	45,252 mi
2022 Toyota Sienna	10	$38,712	58,022 mi
2021 Toyota Sienna	17	$35,145	76,889 mi
2020 Toyota Sienna	8	$28,140	86,379 mi
2019 Toyota Sienna	9	$27,500	70,878 mi
2018 Toyota Sienna	6	$23,261	104,022 mi
2017 Toyota Sienna	7	$22,988	70,602 mi
2016 Toyota Sienna	5	Too few to state	Too few to state
2015 Toyota Sienna	11	$18,900	117,192 mi
2014 Toyota Sienna	8	$14,212	141,834 mi
2011 Toyota Sienna	3	Too few to state	Too few to state

Dealers with the most used Sienna

All Chicago dealers

Quick answers

How many used Toyota Sienna are for sale in Chicago?

243 used Toyota Sienna, model years 2005 to 2026, are advertised by 80 dealers within 40 miles of downtown Chicago, as of November 13, 2026. 14 are certified pre-owned.

What does a used Toyota Sienna cost in Chicago?

The median advertised price for a used Toyota Sienna in Chicago is $39,841, from 236 advertised prices ranging from $3,555 to $115,391. Median mileage is 46,338 mi. Prices are before tax, title and registration.

Where is the best deal on a used Toyota Sienna in Chicago?

The best-ranked used Toyota Sienna in Chicago this week is at AutoNation Hyundai O'Hare, about 13% under market for its age and mileage. 26% of the 203 ranked cars are advertised at least 3% under market.

Which Chicago dealers have the most used Toyota Sienna?

Oakbrook Toyota in Westmont in Westmont (12), Elgin Toyota in Streamwood (12), Zeigler Chrysler Dodge Jeep Ram of Downers Grove in Downers Grove (11).

Carfinity reads each dealer's public website. A car listed on more than one site is counted once. Dealer sites in this summary were last read between November 6, 2026 and November 13, 2026.